4 Lookout Lane, Westport, Connecticut 06880

About this home

Set on a stunning, meticulously manicured, lush, one-acre property in the heart of Greens Farms and approx. 1 mile to the beach. This inviting 4 bedroom, 3.5 bath home is a jewel box with endless potential to personalize, expand and create your ideal retreat or simply enjoy it's current curated beauty. The property's expansive grounds, mature landscaping and beautiful garden create a peaceful backdrop for everyday living. Conveniently located in the heart of Westport, just minutes from beaches, train, shopping, dining, schools, and everyday amenities. 4 Lookout Lane offers an exceptional opportunity to enjoy the beauty, convenience, and a coastal community lifestyle that that is the essence of Westport. **Please see addendum for a full list of upgrades, including new roof in 2021, new oil tank 2025, newer windows and furnace and full house generator among multiple other improvements.**

Flood risk: check the FEMA flood map for this address.

Schools

Taxes

Interior

Building & Exterior

Lot & Land

Energy

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable sales — median $1,325,000, ranging $1,105,000 to $2,014,000.

Within a 15-minute walk, sold in the last year
• 109 Greens Farms Road3 bd · 3 ba · 2,265 sq ft · 0.2 mi away
  $1,325,000$584/sq ft2025-12-09
• 7 Hale Street3 bd · 2 ba · 1,882 sq ft · 0.6 mi away
  $1,105,000$587/sq ft2026-05-20
• 5 Inwood Lane4 bd · 3 ba · 2,084 sq ft · 0.6 mi away
  $1,250,000$599/sq ft2026-04-23
• 5 Over Rock Lane3 bd · 3 ba · 2,107 sq ft · 0.7 mi away
  $2,014,000$955/sq ft2026-03-09
Within about a mile and a half, sold in the last 2 years
• 19 Harding Lane4 bd · 3 ba · 2,176 sq ft · 0.1 mi away
  $1,800,000$827/sq ft2025-09-11

Public record

From the Westport assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

More homes in Westport

Closest in price to this one.

• 40 Pequot Trail4 bed · 4 bath · 4,572 sq ft$1,695,000
• 5 Aspetuck Lane6 bed · 4 bath · 3,240 sq ft$1,650,000
• 35 Bonnie Brook Road4 bed · 3 bath · 2,344 sq ft$1,629,000
• 23 Pequot Trail4 bed · 4 bath · 3,536 sq ft$1,599,000
• 27 Rayfield Road3 bed · 4 bath · 3,104 sq ft$1,800,000
• 5 Northfield Drive4 bed · 4 bath · 3,174 sq ft$1,890,000

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